Hillsborough County Vacations & Trips from ￥155,804

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Top destinations in Hillsborough County

Tampa featuring a pond, a lake or waterhole and mangroves
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Tampa

Tampa

The Latest Hillsborough County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Aug 22 - Aug 27
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8/10 Very Good! (1,270 reviews)
Food pricey and low quality. After 6 pm most all the amenities closed. Not a hotel not a resort. Two days it is enough to stay.

Reviewed on Jun 18, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Aug 22 - Aug 27
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8.6/10 Excellent! (1,000 reviews)
Marlyn at the front desk was so helpful and pleasant, any question I had she had solution.The views from the 11th floor were nice as well.

Reviewed on Jun 20, 2025

Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
per person
Jul 23 - Jul 30
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.4/10 Very Good! (150 reviews)
The house was beautiful! However you could tell it had not been thoroughly cleaned before we arrived. A few appliances were also damaged, as well as a lack of a lock on our back door. Otherwise it was a good stay!

Reviewed on Jul 8, 2024

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9/10 Wonderful! (1,000 reviews)
Everything was great ! Shuttle, location, pool areas. Did not move our car once.

Reviewed on Jun 21, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Aug 22 - Aug 27
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8.2/10 Very Good! (5,034 reviews)
It is a nice place but our room was so outdated , sliddibg door was stuck , blinds were falling offs, bathroon door didnt lock , toilet made a lot of noise and got stuck when flashing. Starburcks worker were so rude. Front office were nice and they guy whintook us to our room was super nice and helpful.

Reviewed on Jun 22, 2025

Hillsborough County Hotel Deals

The Westin Tampa Bay
The Westin Tampa Bay
4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is ￥18,502 per night from Jul 13 to Jul 14
￥18,502
￥21,000 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Great trip and even got a free room upgrade! Awesome view and comfort."

Reviewed on Jun 18, 2025

The Westin Tampa Bay
Hilton Garden Inn Tampa Airport Westshore
Hilton Garden Inn Tampa Airport Westshore
3 out of 5
5312 Avion Park Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is ￥17,261 per night from Jul 6 to Jul 7
￥17,261
￥19,591 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,715 reviews)
"Have stayed here twice. Nice bar/food options. The bartender is a gem."

Reviewed on Jun 20, 2025

Hilton Garden Inn Tampa Airport Westshore
Hotel Alba, Tapestry Collection by Hilton
Hotel Alba, Tapestry Collection by Hilton
4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is ￥18,502 per night from Jun 29 to Jun 30
￥18,502
￥21,000 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (1,940 reviews)
"Great stay overall! Convenient location near the airport and mall. Only one elevator was working due to past storm damage, but everything else was smooth. Would stay again!"

Reviewed on Jun 16, 2025

Hotel Alba, Tapestry Collection by Hilton
See all 3,967 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ￥155,804. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights --- decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.